8-Quinolinecarboxaldehyde → (S)-1,1-diethoxy-N-(quinolin-8-ylmethyl)propan-2-amine

HRID 2274642Notes

Reaction equation

HRID 2274642 reaction equation
[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[C@@H:5]([NH2:7])[CH3:6])[CH3:2].[N:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[CH:21]=O)[CH:14]=[CH:13][CH:12]=1>>[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[C@@H:5]([NH:7][CH2:21][C:19]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:20]=1[N:11]=[CH:12][CH:13]=[CH:14]2)[CH3:6])[CH3:2]

Participants

3

Reactant 2

HCID 1701038-QuinolinecarboxaldehydeHCID 12398111(2S)-1,1-Diethoxy-2-propanamine

Product 1

HCID 67074994(S)-1,1-diethoxy-N-(quinolin-8-ylmethyl)propan-2-amineYield 90.7%

Procedure

According to the procedure described in the synthesis method of Compound IX-6, (S)-1,1-diethoxypropan-2-amine (Compound XVIII-1) (442 mg, 3.00 mmol) was reacted with 8-quinolinecarboaldehyde (393 mg, 2.50 mmol) to obtain the title compound (649 mg, 90.7%).

Sources & evidence

ORD record
ord-3639602eebd641af91c72fe63be7c161
Source dataset
uspto-grants-2015_09
Patent number
US09126981B2

Reaction notes

Loading…